
Vacation rentals with a pool in Guardistallo
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Guardistallo

Total vacation rentals
Explore 130 vacation rentals in Guardistallo

Nightly prices starting at
Guardistallo vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
110 of Guardistallo vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guardistallo rentals

4.6 Average rating
Guardistallo stays receive an average rating of 4.6 out of 5 from guests
Top-rated rentals with a pool in Guardistallo
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.
5.0 out of 5 average rating, 143 reviews
Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.
5.0 out of 5 average rating, 352 reviews
Open space immerso nella natura
Casa namaste è un piccolo casolare in pietra con interni curatissimi a 1 km dal borgo medievale di Montescudaio La casa è completamente circondata da bosco e querce secolari a 150 metri scorre il fiume Cecina nel giardino di 5000 metri quadrati c'è una sorgente naturale con una grande vasca in pietra per rinfrescarsi e una doccia calda esterna immersa nel verde..abbiamo una linea adsl Vodafone con download 33 e upload 1.4..da questa primavera è inoltre disponibile smart TV e climatizzatore
4.96 out of 5 average rating, 137 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
4.98 out of 5 average rating, 127 reviews
Torre dei Belforti
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
4.99 out of 5 average rating, 138 reviews
Nel verde toscano, Podere I Luoghi con piscina Ap1
In un antico podere del 1800, grazioso appartamento immerso nel verde della campagna toscana, su una collina con splendida vista mare. Dispone di 3 camere matrimoniali con bagno privato, cucina attrezzata, sala da pranzo e area esterna ideale per cene all’aperto e relax. Piscina stagionale da giugno a settembre. A soli 12 km dal mare, perfetto per visitare borghi come Bolgheri, Castagneto Carducci, Montescudaio e Volterra, tra colline, vigneti e sapori autentici.
4.85 out of 5 average rating, 13 reviews
Casa Frontemare con accesso al mare esclusivo
Casa Frontemare è una proprietà completamente ristrutturata con accesso diretto al mare, dalla quale è possibile godere di una vista panoramica sul mare, sulle isole toscane e di meravigliosi tramonti. E' un luogo perfetto per gli amanti di una vacanza all'insegna del relax e della privacy. La vicinanza alle città d'arte toscane e ai piccoli borghi tipici fa si che sia possibile anche andare alla scoperta di nuovi luoghi e scoprire i sapori della cucina italiana.
4.96 out of 5 average rating, 113 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
4.98 out of 5 average rating, 108 reviews
Agriturismo Ai Massi Libeccio (trilocale 65mq)
Apartment (three-room apartment 65 sqm, sleeps 4) overlooking olive groves and bio lake, located on the FIRST FLOOR of the cottage, entrance from the east side. It has a kitchen (equipped with fridge, dishwasher, induction hob, microwave, kettle, toaster, immersion blender and Moka) living room (tv and wifi), two bedrooms with double bed and bathroom. The property has an environmentally friendly swimming pool and overlooks the countryside of the Etruscan Coast.
5.0 out of 5 average rating, 4 reviews
Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.
4.96 out of 5 average rating, 147 reviews
The Cottage to relax and enjoy
Detached country house – for exclusive use – in stone and glass from the 18th century; ideal for 4 people. The spacious wooden terrace at the house with a large dining table invites you to socialize. On the terrace by the saltwater pool (10m x 5m, depth 1.4m-2.4m), you can relax on the sun loungers and deckchairs. Large property with olive and fruit trees, completely self-sufficient accommodation thanks to photovoltaics. (CIN IT050012C29N4AT4OD)
5.0 out of 5 average rating, 23 reviews
Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.
4.96 out of 5 average rating, 209 reviewsPopular amenities for Guardistallo rentals with a pool
House rentals with a pool

Podere Collina
4.93 out of 5 average rating, 204 reviews
Borgo Ripostena – n. 9 Frantoio
4.94 out of 5 average rating, 118 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
4.9 out of 5 average rating, 129 reviews
Ancient Barn in Chianti with Pool
4.89 out of 5 average rating, 125 reviews
Private villa/swimming pool in Tuscany
4.93 out of 5 average rating, 165 reviews
Charming Tuscan Villa with pool
5.0 out of 5 average rating, 23 reviews
Wunderschönes Ferienhaus mit Infinity Pool
4.83 out of 5 average rating, 36 reviews
Villa panoramica con piscina, vista Volterra
4.92 out of 5 average rating, 24 reviewsCondo rentals with a pool

Casa Luna-Splendida vista piscina e natura toscana
4.97 out of 5 average rating, 151 reviews
La Casetta
4.93 out of 5 average rating, 197 reviews
Bel Canto Lari, exclusive, rural, Tuscan retreat
4.97 out of 5 average rating, 105 reviews
Scenic Stilish Country
4.88 out of 5 average rating, 138 reviews
Adalberto Apartment inside the Manor of Fulignano
4.95 out of 5 average rating, 152 reviews
Manuela appartamento con piscina in agriturismo
4.97 out of 5 average rating, 119 reviews
Residenza Vintage con Piscina nel Chianti
4.96 out of 5 average rating, 149 reviews
„Toscana Amore Mio“, stunning view, 18min Volterra
4.81 out of 5 average rating, 21 reviewsHome rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti
4.98 out of 5 average rating, 218 reviews
TREEhouse/casaBARTHEL
4.88 out of 5 average rating, 821 reviews
Farmhouse , pool, 13 px. Lucca 10km
4.99 out of 5 average rating, 148 reviews
Suite Casa Luigi con piscina esclusiva
4.95 out of 5 average rating, 122 reviewsHistoric villa x8 with exclusive pool
4.87 out of 5 average rating, 46 reviews
Villa Fonteintanata Ground floor
4.8 out of 5 average rating, 76 reviewsWhen is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 782 | ﺩ.ﺇ 657 | ﺩ.ﺇ 584 | ﺩ.ﺇ 595 | ﺩ.ﺇ 566 | ﺩ.ﺇ 580 | ﺩ.ﺇ 694 | ﺩ.ﺇ 823 | ﺩ.ﺇ 569 | ﺩ.ﺇ 617 | ﺩ.ﺇ 643 | ﺩ.ﺇ 782 |
| Avg. temp | 7°C | 8°C | 10°C | 13°C | 17°C | 21°C | 24°C | 24°C | 21°C | 17°C | 12°C | 8°C |
Destinations to explore
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Spiaggia Di Sansone
- Capraia
- Gorgona
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria





